Highlands Real Estate

Highlands Real Estate

Welcome to Highlands, a vibrant and eclectic subdivision nestled in the heart of Louisville, Kentucky. Known for its rich history and unique character, Highlands is a delightful blend of urban charm and suburban tranquility, making it one of the most sought-after neighborhoods in Jefferson County.

The Highlands is renowned for its diverse architecture, featuring everything from historic Victorian homes to modern condos that cater to a variety of lifestyles. Tree-lined streets invite leisurely strolls, while local boutiques, art galleries, and charming cafes create a lively atmosphere that beckons residents and visitors alike. The area is also famous for its culinary scene, boasting an array of restaurants that offer everything from gourmet dining to casual eateries, ensuring that there’s something to satisfy every palate.

Families will appreciate the strong sense of community in the Highlands, with excellent schools and numerous parks providing ample opportunities for outdoor recreation. The nearby Cherokee Park, designed by the famed landscape architect Frederick Law Olmsted, offers scenic trails, picnic spots, and serene landscapes that encourage a healthy, active lifestyle.

Conveniently located just minutes from downtown Louisville, residents of the Highlands enjoy easy access to the city’s cultural attractions, including the Louisville Zoo, the Kentucky Museum of Art and Craft, and the lively nightlife of Bardstown Road. Whether you're looking for a charming historic home or a modern apartment, the Highlands offers a unique living experience that beautifully balances community spirit with urban convenience. Come discover why so many are proud to call the Highlands home!

Newest Listings in Highlands

$240,000
2 Beds ⋅ 1 Baths ⋅ 1729481 MLS
Welcome to this charming 2-bedroom, 1-bath condo located in the desirable Highlands neighborhood at 2126 Village Dr. Hardwood flooring flows through the main living areas, complemented by large windows that fill the space with natural light. The inviting living room features a cozy fireplace, perfect for relaxing or entertaining. The kitchen features stainless appliances and a kitchen peninsula, great for additional counter space or dining. The condo offers the convenience of in-unit laundry and two spacious bedrooms with ample room for comfort and flexibility. The unit comes with a parking space in the lower-level garage. Pets and rentals are allowed with restrictions. Ideally situated near neighborhood amenities, dining, and outdoor recreation with its close proximity to Cherokee Park, this condo blends comfort, style, and location. Schedule a private showing today.

2126 Village Dr Unit 5, Louisville
$469,900
3 Beds ⋅ 2 Baths ⋅ 1729358 MLS
Just around the corner from Douglass Loop, this darling home captures the best of Highlands living. Enjoy morning coffee nearby, spend a Saturday at the Douglass Loop Farmers Market, hear the church bells in the distance, and enjoy the convenience of nearby Lakeside Swim Club. Lovingly cared for by the same owners for over 20 years, the home welcomes you with a fabulous front porch, charming entry, beautiful hardwood floors, and a new roof. A lovely dining area sits beside the elegant staircase, while the updated kitchen is an unexpected Highlands surprise with its expansive layout, vaulted ceiling, gorgeous wood beams, and three windows overlooking the backyard. There is even plenty of space for everyday dining. Two bedrooms and a full bath are located on the first floor. Upstairs, the spacious primary suite features a vaulted ceiling, a full bath, a generous walk-in closet, and plenty of room for an office or sitting area. Separate HVAC systems and air handlers serve each floor, adding comfort and flexibility throughout the home. The partially finished basement adds even more usable living space with another family room and office, while the large unfinished area and crawlspace provide excellent storage. Outside, a large deck spans the back of the home and overlooks a spacious backyard with plenty of room for entertaining and recreation. With classic Highlands charm, a new roof, thoughtful updates, and a fantastic location near Douglass Loop, this is a home that offers both character and everyday convenience.

1818 Woodbourne Ave, Louisville
$950,000
6 Beds ⋅ 6 Baths ⋅ 1728487 MLS
The amazing renovation is complete on this incredible brick painted lady in the Original Highlands. A brand new 2 bedroom, 2 bathroom 1000+ sf carriage house sits atop a 3-car garage with plenty of room for the owner and tenant to park. Separate meters allow tenants to pay their own electric and the rent will make a huge dent in a monthly mortgage payment. The main house is simply astounding. Enter this picturesque home through the large foyer. On your right is a grand living room or parlor that can be closed off with beautiful doors to make a private guest space or office. You will next notice the incredible woodwork indicative of turn of the century homes. A grand stair case and full bathroom tucked underneath is perfect for guests. The kitchen and great room area are open to each other and totally re-imagined with plenty of space for your family and guests. High-end tall cabinetry, quartz countertops and top of the line appliances are awaiting your cooking adventures. A sun-drenched breakfast room looks out onto your well landscaped rear yard. The second floor has an incredible and large primary suite with two huge closets, a modern fireplace and new bathroom with two vanities, beautiful tile shower and tasteful fixtures. There is also a small martini deck off the primary bedroom. Additionally on this floor are two other large bedrooms sharing a charming Jack-and-Jill bathroom. One of the bedrooms has its own private screened porch overlooking the backyard. There is room for a stack laundry on this floor. The third floor has a wonderful bedroom, office area and full bathroom. The carriage house is well-designed with a very livable open floorplan and a private deck. It can be configured to offer tenants one of the garage spaces while keeping the other two private for the main house. Updates and renovations include 4 HVAC systems, updated water heaters, new kitchen, new bathrooms, refinished antique hardwood and new hardwood flooring, newly constructed carriage house, etc. With 3700 sf of living space in the main house and over 1000 sf in the new carriage house, this property checks all the boxes.

1409 Hepburn Ave, Louisville
$239,900
2 Beds ⋅ 1 Baths ⋅ 1728348 MLS
Welcome to 2126 Village Drive, Unit 3, tucked away in a charming courtyard setting in the heart of the Highlands. This spacious two-bedroom condo offers the character and warmth you expect from one of Louisville's most desirable neighborhoods, along with the convenience of low-maintenance living. Beautiful hardwood floors flow throughout much of the home, while abundant windows provide great natural light. The inviting living room features a classic fireplace and opens to a generous dining area and kitchen with white cabinetry, granite countertops, stainless appliances and breakfast-bar seating. Both bedrooms offer plenty of space, including a primary bedroom with excellent closet storage. Additional highlights include in-unit laundry, a large bath, ample storage and dedicated covered parking. Outside, mature landscaping, winding sidewalks and a peaceful central courtyard create a setting that feels tucked away while still being close to everything that makes the Highlands such a sought-after place to live. A wonderful opportunity to enjoy classic Louisville character, comfortable living and an outstanding Highlands location.

2126 Village Dr Unit Unit 3, Louisville
$439,900
3 Beds ⋅ 2 Baths ⋅ 1727152 MLS
Beautiful Highlands home full of charm, character, and flexible living space! This 3 bedroom, 2 full and 1 half bath home offers the perfect blend of historic detail and everyday functionality. Gorgeous woodwork, inviting living and entertaining spaces, and abundant storage can be found throughout. The first floor includes a bedroom currently used as an office, offering great flexibility depending on your needs. The spacious kitchen opens to a lovely four season sunroom, creating the perfect space to relax or entertain. Upstairs, you'll find two bedrooms with a half bath. This layout can function as two bedrooms, with one being a walk through bedroom, or as a primary bedroom with an adjoining sitting room or office. The basement adds even more versatility with a nicely sized den currently being used as a guest room/work out space, plus a full bath, workshop area, laundry, and an oversized closet. Additional peace of mind comes with the HVAC system, which was replaced in 2024. Enjoy peaceful mornings on the welcoming front porch or dine outdoors on the backyard deck overlooking the beautifully landscaped yard. A one car garage plus an additional one space carport accessible from the alley complete this fabulous Highlands property.

1821 Stevens Ave, Louisville
$550,000
3 Beds ⋅ 3 Baths ⋅ 1726748 MLS
This stunning bungalow in the Highlands offers the perfect blend of modern comfort and classic charm. The spacious, open layout features two primary suites-one conveniently located on the first floor, and one upstairs for added privacy. The main level offers a bright living room featuring charming built-ins and a cozy fireplace, flowing seamlessly into the dining area and chef's kitchen. The Kitchen is absolutely wonderful, complete with a large island, granite countertops, and a generous pantry. The first-floor primary suite includes a walk-in closet and private en suite bathroom offering convenience & relaxation. A large laundry room and a half bath is also located on the main level. Upstairs, you'll find a loft area, a second primary bedroom suite with two closets a luxurious en suite bathroom that includes a standing shower and double vanity, along with a third bedroom. The walk-out finished basement offers an open layout with family room, a wine room, and a cozy media room. Enjoy the outdoors with a covered front and back porches overlooking a lovely yard. The two-car detached garage adds extra storage, an EV charging port and alley parking space. This home offers style, charm and functionality in a beautiful and convenient Highland setting.

2219 Weber Ave, Louisville
$200,000
2 Beds ⋅ 2 Baths ⋅ 1726581 MLS
Enjoy the energy of the Highlands with the ease of low-maintenance condo living! Tucked into one of Louisville's most walkable neighborhoods, this charming second-floor unit puts favorite restaurants, coffee shops, boutiques and entertainment just outside your door. Inside, hardwood flooring runs throughout both levels, adding warmth and character to the open main living space. A flexible bonus room on the main level is perfect for a home office, bedroom (no closet), den or guest space, while the private screened porch offers a peaceful spot to relax or enjoy your morning coffee. Upstairs, the spacious primary bedroom features hardwood flooring and a convenient half bath. Full of character and ideally located, this condo is a great opportunity to enjoy everything the Highlands lifestyle ha s to offer.

2008 Murray Ave Unit 4, Louisville
$320,000
2 Beds ⋅ 3 Baths ⋅ 1726386 MLS
GREAT New Price...Check out this move in modern condo in the Highlands Cherokee Triangle! This condo has a modern feel with the tall ceilings, hardwood floors, granite counter tops, and the GE Profile Stainless Appliance Kitchen. The main level is a family room, kitchen, dining room, and a half bathroom. Upstairs are 2 bedrooms, each with its own private bathroom. Laundry is on the same floor as the bedrooms for convenience. This is the perfect location if you love the Highlands, Nulu, or if you go downtown. Assigned parking spot #6 is for this unit.

927 Cherokee Rd Unit 6, Louisville
$275,000
2 Beds ⋅ 1 Baths ⋅ 1726164 MLS
Openhouse Sunday 9/13 2pm-4pm. Nestled in the heart of Louisville's vibrant Highlands neighborhood, this charming home gives easy access to local dining, shops, and parks. Warm hardwood floors flow through the main living areas, leading to a beautifully remodeled kitchen (2021) featuring sleek GE appliances (stove is gas). Updates include a new roof (July 2026), furnace and air (~6 yrs), and water heater (~4 yrs). For added convenience washer/dryer hookups are on the 2nd floor and in the basement; both sets of washers and dryers stay with the home! The unfinished basement features interior/exterior access and exceptional storage potential. Rear alley access makes adding an off-street parking pad simple. The fenced backyard is perfect for entertaining.

1416 Rufer Ave, Louisville
$480,000
4 Beds ⋅ 3 Baths ⋅ 1725750 MLS
Luxury, convenience, and thoughtful design ALL in this completely renovated home, featuring a stunning FIRST FLOOR PRIMARY and an exceptional custom kitchen. The spacious primary suite offers an oversized closet with built-ins, spa-inspired bathroom with beautiful extra large shower, and private water closet, creating a true sanctuary on the main level. At the heart of the home, the custom chef's kitchen is designed to impress, featuring a striking quartz waterfall island, custom cabinetry, updated appliances (hardly used), and beautifully integrated and motion activated accent lighting. The open living and dining spaces provide an inviting space for both everyday living and entertaining. Original oak hardwood floors have been meticulously refinished throughout, with new matching hardwoods added on the main level for a seamless, elevated finish. All bathrooms have been completely remodeled with custom vanities, new plumbing, incredible tile work, and updated fixtures. The renovation goes beyond cosmetic updates, with new drywall, electrical, insulation, lighting, outlets, switches, plumbing improvements, custom closet systems, and motorized blinds. The basement offers additional flexible space and features durable epoxy flooring. Every element of this home has been thoughtfully considered to create a sophisticated, move-in-ready residence with high-end finishes and modern functionality in an incredible Highlands location. Large, fully fenced backyard provides opportunities to entertain outdoors - Large carport for covered parking. A rare opportunity to enjoy a truly comprehensive renovation where every detail matters. Schedule your private showing for this move in ready home today!

1608 Dunbarton Wynde, Louisville
$799,000
4 Beds ⋅ 3 Baths ⋅ 1725708 MLS
This contemporary treehouse in the Louisville Highlands has been lovingly updated and offers 4 bedrooms and 2 full baths on the main level! Designed in 1972 as a local architect's personal family residence and thoughtfully preserved for more than five decades, 1513 Thackeray Drive offers an uncommon combination of midcentury character, natural beauty and enduring craftsmanship. Tucked beneath a mature tree canopy across from Joe Creason Park, the home feels private and secluded while remaining closely connected to the culture, conveniences, and the energy of the area.

1513 Thackeray Dr, Louisville
$459,950
4 Beds ⋅ 2 Baths ⋅ 1724194 MLS
Historic Highlands charm meets modern versatility in this beautifully restored turn-of-the-century home, ideally located moments from some of Louisville's best dining, shopping, parks, and entertainment. Situated on a prominent corner lot, this impressive two-and-a-half-story home features a virtually maintenance-free exterior framed by a beautiful creek-stone retaining wall. Inside, refinished heart pine floors and custom six-panel doors crafted to complement the home's original style preserve its timeless character while offering the comfort and functionality today's buyers are looking for. The updated kitchen is equipped with a six-burner stainless steel gas range, matching refrigerator, and matching dishwasher, making it equally suited for everyday living and entertaining. The spacious primary bedroom includes two separate closets and a comfortable seating area. The home currently offers three bedrooms and two full bathrooms, along with a highly flexible floor plan with easy potential for a four-bedroom, three-bath layout. The first-floor workout room, previously used as a fourth bedroom, could easily transition back into a bedroom, home office, study, or guest space. Even more opportunity awaits on the third floor, where plumbing, electrical, and ductwork are already in place for a future bathroom. This would allow the next owner to create a full bathroom on every level while also incorporating space for a stackable washer and dryer. Outside, the 1.5-car garage features a brand-new door, adding both convenience and functionality. Located in the heart of the Highlands and moments from everything the area has to offer, this home also presents strong investment potential. Its desirable location, flexible layout, and potential for additional finished living space could make it an excellent long-term rental or short-term rental opportunity, subject to applicable local regulations and approvals. Whether you are searching for a character-filled primary residence, a versatile investment property, or a home with room to grow, this one is ready for its next chapter and waiting for YOU!

1332 Winter Ave, Louisville
Start Your Search